(S)-7-tert-butoxycarbonylamino-8-methyl-chroman-2-carboxylic acid ethyl ester | 210171-47-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: (S)-7-tert-butoxycarbonylamino-8-methyl-chroman-2-carboxylic acid ethyl ester
• 英文别名: ethyl (2S)-8-methyl-7-[(2-methylpropan-2-yl)oxycarbonylamino]-3,4-dihydro-2H-chromene-2-carboxylate
• CAS: 210171-47-4
• 化学式: C₁₈H₂₅NO₅
• 分子量: 335.4
• InChiKey: IMAYGVMTAPIGJR-AWEZNQCLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  24.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  73.86
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  (S)-7-tert-butoxycarbonylamino-8-methyl-chroman-2-carboxylic acid ethyl ester 在 咪唑 、 锂硼氢 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 生成 (S)-2-Hydroxymethyl-3,4-dihydro-2H-pyrano[2,3-e]indole-7-carboxylic acid tert-butyl ester
  参考文献：
  名称：

  New generation dopaminergic agents 4. Exploiting the 2-methyl chroman scaffold. Synthesis and evaluation of two novel series of 2-(aminomethyl)-3,4,7,9-tetrahydro-2H-pyrano[2,3-e]indole and indol-8-one derivatives

  摘要：

  The rational design, synthesis, and evaluation of two novel series of 2-(aminomethyl)-3,4,7,9-tetrahydro-2H-pyrano[2,3-e]indole and indolone derivatives rue disclosed, based on the recently discovered D-2 agonist phenolic template prototype [i.e. the 7-OH-2-(aminomethyl)chroman nucleus]. The indolones were observed to have higher affinity and intrinsic activity than the corresponding indoles. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(98)00349-4
• 作为产物：
  描述：

  2-甲基-3-硝基苯酚 在 三氯化铝 、 硫酸 、 sodium ethanolate 作用下， 以 四氢呋喃 、 硝基苯 为溶剂， 反应 21.5h， 生成 (S)-7-tert-butoxycarbonylamino-8-methyl-chroman-2-carboxylic acid ethyl ester
  参考文献：
  名称：

  New generation dopaminergic agents 4. Exploiting the 2-methyl chroman scaffold. Synthesis and evaluation of two novel series of 2-(aminomethyl)-3,4,7,9-tetrahydro-2H-pyrano[2,3-e]indole and indol-8-one derivatives

  摘要：

  The rational design, synthesis, and evaluation of two novel series of 2-(aminomethyl)-3,4,7,9-tetrahydro-2H-pyrano[2,3-e]indole and indolone derivatives rue disclosed, based on the recently discovered D-2 agonist phenolic template prototype [i.e. the 7-OH-2-(aminomethyl)chroman nucleus]. The indolones were observed to have higher affinity and intrinsic activity than the corresponding indoles. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(98)00349-4